Mansion holiday rentals in Upper Marlboro

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Top-rated mansion rentals in Upper Marlboro

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Guest favourite

Home

5 out of 5 average rating, 116 reviews

Starboard on McKeil Point, w/heated pool & hot tub

Starboard on McKeil Point is a beautiful 5 bedroom, 3.5 bath private waterfront home on five acres overlooking the wide water of Fishing Creek - the perfect compound for families & groups. The house features water views from every turn. Outdoor amenities include a generous screened-in porch, a private dock, a sandy beach, a heated salt water pool & a hot tub. There is also a one bedroom apartment on the second floor of the carpenter's barn which sleeps 6 and includes a full bath and kitchenette.

Guest favourite

Home

4.83 out of 5 average rating, 106 reviews

Cozy 3500sf Private 10ac. pickleball-hot tub-pool

5/6 (6th bedroom has queen sofa bed) Bedrooms furnished w/linens and all your needs 10 private acres in Farm land views of horses Remodeled fully equipped Kitchen w/new appliances 5 full baths w/spa like showers 7 person hot tub 35,000 gallon in ground private pool opens May 25 Private Tennis Court (basic)/Basketball Court 2 Fire pits Picnic area with grills and patio furniture Kiddos play area w/swing sets and slides Large great room/family room 10 acres with 4 acres a forest Dining for 8+

Guest favourite

Villa

4.88 out of 5 average rating, 59 reviews

Stunning 9 Bedroom Villa on the Chesapeake Bay

Heated pool, hot tub, sauna & boat dock! Waterfront 9-bedroom villa with 360 views of the Chesapeake Bay. Sits on 5 acres, and is surrounded by 75 acres of farmland! Sleeps 28 guests and is only 2 miles from Rock Hall, MD. 5 first-floor bedrooms, 5 fireplaces, 3 kitchens, and dining room seating for over 20 guests. 2-story great room with an 85-inch TV and breathtaking views of the Bay. Poker room with two TV's and a pool table. Launch kayaks into the Bay. Heated pool open May through October.

Guest favourite

Home

4.96 out of 5 average rating, 27 reviews

Beautiful Waterfront Escape w/ Gorgeous Views

Escape to this stunning waterfront home on lovely Carr's Creek in Deale, MD. It offers four bedrooms and full bathrooms, two spacious living areas, two sunrooms, and a large fully stocked kitchen. You can birdwatch from the balcony, snuggle by the fireplace, soak in the hot tub, kayak, canoe, or play games and grill outdoors. Nearby, you can take a charter on the Chesapeake, kayak or hike at the Smithsonian Environmental Research Center, and enjoy local seafood restaurants and antique shopping.

Superhost

Home

4.77 out of 5 average rating, 13 reviews

Hidden Gem w/ Pool

This stylish place to stay is perfect for group trips and family gatherings in style. Newly renovated and boasting in character is this very spacious property in a great location. The home includes 5 queen size beds , one king, 5 bathrooms rooms, an Olympic size pool with a massive deck with an out door cook space. You won’t go wrong this one, it has all of the bells and whistles any place has to offer. There is an apartment attached to the house with a separate entrance that can be rented also

Guest favourite

Home

4.86 out of 5 average rating, 148 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

Relax at this large 7-bedroom spacious top-quality home that is ideal for large gatherings where all can be together in one place. All will be comfortable in large open areas both inside (4,125 sq ft, tall ceilings) & outside (1 acre). Enjoy a huge first-class kitchen with all the granite countertop space, cooking & serving supplies you will ever need. Enjoy the large fenced-in backyard with pool, grill, & fire pit. Ideal for family events, quiet getaways, sports teams, & business meetings

Superhost

Home

4.83 out of 5 average rating, 77 reviews

Harrison House - in Town and on St Michaels Harbor

The historic yet fully updated Thomas Harrison House is the premier vacation rental home in St. Michaels, rented as such since 1992. It is the only large (6 bdrm) vacation rental in Town. The house is located on the harbor (spectacular water views) and the town park in the center of St. Michaels - walking distance to all museums, parks, shops, stores, restaurants, town pool, tennis courts and library. Rates vary by day of the week and season. Discounts for week stays or "last minute" bookings.

Guest favourite

Home

4.98 out of 5 average rating, 86 reviews

Beautiful Kent Island Getaway with Pool

PRIME LOCATION! This home offers 4 bedrooms 3 1/2 baths with a spacious bonus room for all your family entertaining. You will love the open floor plan with cathedral ceilings with a beautiful stone fireplace. The Master bedroom with jacuzzi tub. Surround sound music system. Desk with computer. Separate pool house with kitchen and bathroom great for entertaining. Outside features includes a Concrete saltwater pool (not heated) with huge fenced in backyard and KOI pond. Porches back and front.

Superhost

Home

4.73 out of 5 average rating, 22 reviews

Capitol Comfort: Relax & Explore Washington DC

Welcome to our stunning 6-bedroom, 4-bathroom mansion in Old Town Alexandria, just minutes from D.C. Perfect for families and large groups, this spacious home offers two beautifully designed living rooms and a huge game room packed with entertainment options for all ages. Whether you're relaxing after a day of exploring historic Alexandria or unwinding after visiting the nation's capital, our mansion provides the ultimate retreat. Enjoy luxury, comfort, and convenience in one perfect package.

Guest favourite

Home

4.97 out of 5 average rating, 117 reviews

Potomac Overlook Farms: 6 BR, 10 Acre River Estate

Welcome to Potomac Overlook Farms, where comfort meets nature on 10 acres along the Potomac River. Surrounded by wineries, breweries, and historic towns, this 5,000 square foot estate offers access to adventure and relaxation. The spacious home comfortably sleeps 16, with an optional guest house for 5. Please inquire about the guest house at booking. Our property, unfortunately, does not offer wheelchair accessibility. The pool is available for your enjoyment from May 1 to October 1.

Superhost

Home

4.93 out of 5 average rating, 124 reviews

Eastport Haven House

Welcome to our custom Craftsman in the exclusive Maritime Eastport section of Annapolis. Surrounded by the city's best restaurants ( Ruth's Chris, ChartHouse , Vin 909 and many many others )and home to some very famous neighbors it's one one of the most desirable locations in town. A short stroll across a quaint drawbridge and your downtown for shopping USNA . Very spacious home with 4 bedrooms 4 baths , parking for 4 cars and a pool table. Truly a million plus dollar property !

Guest favourite

Home

4.86 out of 5 average rating, 139 reviews

The Farm House at Hunting Creek - Pets $50 a night

Description: Beautiful, gated estate carriage house with meadow and panoramic farm views and abundant wildlife. 80 acres- with Water Access at designated pathways Kitchen, Dining Room, and Living Room Sleeps 10 people 5 bedrooms with 7 beds + 2 full baths 5 Full size beds (1 on 1st floor will full bath) 2 Queen size beds Satellite& Wi-Fi Pet Friendly 10 minutes to Easton shops, restaurants and bars 15 minutes to Historic St. Michaels shops, restaurants, and bars